Kissimmee vacation rentals
Vacation rentals in Kissimmee — enter your dates to book direct
Top-Rated Vacation Homes in Kissimmee
Browse the highest rated vacation properties in Kissimmee.
Recommended Homes in Kissimmee
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Vacation houses with pools in Kissimmee
Cool off in style with these amazing pool homes in Kissimmee.
Pet friendly vacation rentals in Kissimmee
Bring your furry friend along! Browse pet-welcoming homes in Kissimmee.
Enchanting Orlando Getaway: Luxurious Private Pool Home Near Disney
Why visit Kissimmee
Discover what makes Kissimmee a perfect vacation rental destination.
Must-Visit Theme Parks
Proximity to Walt Disney World
Kissimmee is just a 15-minute drive from Walt Disney World Resort. Experience thrilling rides and magical attractions practically in your backyard.
Premium Outlet Malls
Deals just 10 miles away
Shop designer brands at Orlando Vineland Premium Outlets, located only 10 miles north of Kissimmee. Enjoy discounts on top labels and brands.
Explore Shingle Creek
Scenic nature trails nearby
Hike or kayak along the Shingle Creek Regional Park trails, a natural escape located just 6 miles from downtown Kissimmee.
Perfect for Family Fun
Family attractions year-round
Enjoy attractions like Fun Spot America with go-karts and roller coasters. It's less than 5 miles from central Kissimmee.
Where to stay in Kissimmee
The best areas and neighborhoods for your vacation rental in Kissimmee.
Celebration
Originally developed by Disney, Celebration features charming streets and picturesque lakes. Enjoy community events and a friendly atmosphere.
Downtown Kissimmee
Offers a blend of old Florida charm with modern amenities. Short walk to restaurants, parks, and the Kissimmee Lakefront Park.
Osceola Parkway
Convenient access to attractions and theme parks. Ideal for shopping and dining with numerous outlets along the route.
Poinciana
Located a bit farther from the tourist hustle, Poinciana offers affordable accommodations and a quiet residential feel.
Browse Kissimmee rentals by property type
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Browse Kissimmee rentals by amenity
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Top attractions in Kissimmee
All within driving distance of Kissimmee vacation rentals.
Walt Disney World Resort
A world-renowned theme park only a short drive from Kissimmee. · 15 miles
Universal Studios Florida
Experience movie-themed rides and attractions at Universal, located north of Kissimmee. · 17 miles
Gatorland
Visit the 'Alligator Capital of the World' with more than 2,000 alligators and crocodiles. · 8 miles
Osceola County Historical Society Pioneer Village
Explore an authentic pioneer village showcasing life in the 19th century. · 9 miles
Shingle Creek Regional Park
Enjoy hiking trails and kayaking in a serene natural setting. · 6 miles
Orlando Vineland Premium Outlets
Shop for your favorite brands at discounted prices. · 10 miles
Best Time to Visit Kissimmee
Kissimmee has a subtropical climate with hot, humid summers and mild winters. Best months to visit are November to April with temps ranging 50-80°F.
| Month | Avg High | Rainfall | Demand |
|---|---|---|---|
| JanJanuary | 71°F | Low | Mid |
| FebFebruary | 74°F | Low | Mid |
| MarMarch | 78°F | Moderate | Peak |
| AprApril | 83°F | Moderate | Peak |
| MayMay | 88°F | Moderate | Mid |
| JunJune | 91°F | High | Low |
| JulJuly | 92°F | High | Low |
| AugAugust | 91°F | High | Low |
| SepSeptember | 89°F | High | Low |
| OctOctober | 84°F | Moderate | Mid |
| NovNovember | 78°F | Low | Mid |
| DecDecember | 73°F | Low | Mid |
Getting to and around Kissimmee
Kissimmee is easily accessible by car, with nearby airport and transit options for visitors.
- ORLANDO INTERNATIONAL AIRPORT
- Located 18 miles away, this major airport offers numerous domestic and international flights.
- CAR RENTAL OPTIONS
- Numerous car rental companies are available at the airport and around the city for easy exploration.
- LYNX BUS SERVICE
- Local buses link Kissimmee with surrounding areas, providing a convenient travel option.
Frequently asked questions
Quick answers about booking vacation rentals in Kissimmee and what direct booking on Houfy actually means.
When is the best time to visit Kissimmee Florida?
Visit Kissimmee between November and April for pleasant weather and fewer tourists. Temperatures are comfortable, making theme park visits enjoyable.
Are there pet-friendly vacation rentals in Kissimmee?
Yes, many rentals in Kissimmee welcome pets. Filter your search on Houfy to specify pet-friendly options for your stay.
What are the best neighborhoods to stay in Kissimmee?
Stay in Celebration for a charming experience, or choose Osceola Parkway for easy park access. Downtown Kissimmee offers a local vibe.
What is the typical price range for vacation rentals in Kissimmee?
Vacation rentals in Kissimmee range from $80 to $300 per night, depending on location, size, and amenities. Rentals offer various options for different budgets.
Are vacation rentals in Kissimmee better than hotels?
Vacation rentals often provide more space and amenities like a full kitchen, making them ideal for families or longer stays compared to hotels.
What types of vacation rentals are available in Kissimmee?
Kissimmee offers a variety of rentals including condos, single-family homes, and villas. Options with pools or proximity to parks are popular.
How far is Kissimmee from Orlando International Airport?
Kissimmee is approximately 18 miles from Orlando International Airport, making it a convenient choice for travelers flying in.
What is Houfy and how does direct booking work?
Houfy is a direct booking platform where travelers contact homeowners directly, avoiding service fees. It allows guests to pay the listed price directly.
Is Houfy safe for booking vacation rentals in Kissimmee Florida?
Yes, Houfy is a trusted platform for booking vacation rentals, offering secure communication and payment methods directly with property owners.
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Houfy is the largest vacation rental direct booking advertising platform for rental property types such as homes, condos, cabins, apartments and rooms all over the world. The Houfy community offers more than 98,000 vacation rentals with no service fees.
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